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Atropic acid
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  • Name Atropic acid
  • EINECS207-753-6
  • CAS No. 492-38-6
  • Density1.141 g/cm3
  • PSA37.30000
  • LogP1.78440
  • Solubility1.3g/L(20 oC)
  • Melting Point106-107°
  • FormulaC9H8O2
  • Boiling Point267.834 °C at 760 mmHg
  • Molecular Weight148.161
  • Flash Point174.521 °C
  • Transport InformationN/A
  • AppearanceN/A
  • Safety26-36/37/39
  • Risk Codes36/37/38
  • Molecular Structure
    Molecular Structure of 492-38-6 (Atropic acid)
  • Hazard SymbolsN/A
  • SynonymsN/A
  • Article Data144

Atropic acid Synthetic route

201230-82-2

carbon monoxide

536-74-3

phenylacetylene

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With aluminium(III) triflate; disodium 2,2'-bis(diphenylphosphino)-1,1'-binaphthalene-5,5'-disulfonate; palladium diacetate In methanol; water at 80 - 84℃; under 26252.6 Torr;100%
With sodium hydroxide; cetyltrimethylammonim bromide; nickel cyanide In toluene at 90℃; under 760 Torr; for 3h;62%
With sodium hydroxide; cetyltrimethylammonim bromide; nickel cyanide In toluene at 90℃; under 760 Torr; for 1h; Product distribution; Mechanism; other phase transfer catalyst, other times;
1865-29-8

2-phenyl-acrylic acid methyl ester

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With lithium hydroxide monohydrate In tetrahydrofuran; water for 3h; Heating;100%
With lithium hydroxide In tetrahydrofuran; water for 15h; Heating;97%
With water; sodium hydroxide for 1h; Reflux;
201230-82-2

carbon monoxide

98-81-7

1-bromovinylbenzene

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With [bmim]PF6; triethylamine; bis-triphenylphosphine-palladium(II) chloride In water at 100℃; under 15001.2 Torr; for 30h;99%
With sodium hydroxide; cetyltrimethylammonim bromide; nickel cyanide In toluene at 95℃; under 735.5 Torr; for 3h;65%
22286-82-4

2-phenyl-acrylic acid ethyl ester

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With potassium hydroxide In acetone at 20℃; for 16h;98%
With sodium hydroxide In water for 1h; Reflux;
Stage #1: 2-phenyl-acrylic acid ethyl ester With lithium hydroxide monohydrate In tetrahydrofuran; water at 20℃; for 72h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=1;
124-38-9

carbon dioxide

98-81-7

1-bromovinylbenzene

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
Stage #1: 1-bromovinylbenzene With lithium chloride; zinc
Stage #2: carbon dioxide With lithium chloride In N,N-dimethyl-formamide at 50℃; under 760.051 Torr; for 24h;
Stage #3: With hydrogenchloride; water In N,N-dimethyl-formamide		97%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique;
Stage #2: 1-bromovinylbenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 16h; Schlenk technique; Sealed tube;		89%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 60℃; for 0.416667h; Schlenk technique;
Stage #2: 1-bromovinylbenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 5h; Schlenk technique;		89%
529-64-6

Tropic acid

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With potassium hydroxide In water for 1h; Heating;90%
With potassium hydroxide In water for 1h; Inert atmosphere; Reflux;90%
Stage #1: Tropic acid With potassium hydroxide In water for 10h; Reflux;
Stage #2: With hydrogenchloride In water		64%
124-38-9

carbon dioxide

143825-84-7

4,4,5,5-tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With copper(l) iodide; cesium fluoride; sodium t-butanolate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride at 120℃; for 24h; Sealed tube;89%
64-18-6

formic acid

536-74-3

phenylacetylene

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II); (R,R)-(+)-1,2-bis(t-butylmethylphosphino)benzene; acetic anhydride In tetrahydrofuran at 100℃; for 12h; Autoclave; Glovebox; Inert atmosphere; regioselective reaction;88%
With bis(acetylacetonate)nickel(II); (R,R)-(+)-1,2-bis(t-butylmethylphosphino)benzene; acetic anhydride In tetrahydrofuran at 100℃; for 12h; Green chemistry;88%
201230-82-2

carbon monoxide

108-98-5

thiophenol

536-74-3

phenylacetylene

A

492-38-6

2-phenylacrylic acid

B

2-phenyl-thioacrylic acid S-phenyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid; palladium diacetate; 1,3-bis-(diphenylphosphino)propane In tetrahydrofuran at 110℃; under 15514.4 Torr; for 6h;A 15%
B 84%
124-38-9

carbon dioxide

14900-39-1

phenylvinylboronic acid

492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With potassium methanolate; copper(l) chloride In N,N-dimethyl acetamide at 70℃; under 760.051 Torr; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;82%
With potassium methanolate; copper(l) chloride In N,N-dimethyl acetamide at 70℃; for 24h; Sealed tube; Schlenk technique;82%

Atropic acid Chemical Properties

Product Name: Atropic acid (CAS NO.492-38-6)


Molecular Formula: C9H8O2
Molecular Weight: 148.16g/mol
Mol File: 492-38-6.mol
Einecs: 207-753-6
Boiling point: 267.8 °C at 760 mmHg
Flash Point: 174.5 °C
Density: 1.14 g/cm3
Surface Tension: 43.8 dyne/cm
Enthalpy of Vaporization: 53.44 kJ/mol
Vapour Pressure: 0.00395 mmHg at 25°C
Structure Descriptors of Atropic acid (CAS NO.492-38-6):
  InChI : InChI=1/C9H8O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6H,1H2,(H,10,11) 
  Smiles: c1ccccc1C(=C)C(=O)O
Product Categories: Pharmaceutical Intermediates

Atropic acid Safety Profile

Safety Information of Atropic acid (CAS NO.492-38-6):
Risk Statements: 36/37/38  
36:  Irritating to the eyes 
37:  Irritating to the respiratory system 
38:  Irritating to the skin 
Safety Statements: 26-36/37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing  
37:  Wear suitable gloves 
39:  Wear eye/face protection 

Atropic acid Specification

 Atropic acid ,its CAS NO. is 492-38-6,the synonyms is 2-Phenylacrylic acid ; 2-Propenoic acid, 2-phenyl- ; Acrylic acid, 2-phenyl- ; EINECS 207-753-6 ; NSC 20987 ; alpha-Phenyl acrylic acid ; alpha-Toluic acid, alpha-methylene- ; Benzeneacetic acid, alpha-methylene- .

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